TY - JOUR
T1 - Nature's inventory of halogenation catalysts
T2 - Oxidative strategies predominate
AU - Vaillancourt, Frédéric H.
AU - Yeh, Ellen
AU - Vosburg, David A.
AU - Garneau-Tsodikova, Sylvie
AU - Walsh, Christopher T.
PY - 2006/8
Y1 - 2006/8
N2 - Halogenated molecules abound in the biosphere. To date, more than 4500 halogenated natural products have been discovered. This paper presents an overview of such molecules. Topics covered are as follows: (1) flourinating enzymes: nonoxidative construction of the C-F bond, (2) oxidative logic in chlorinating, brominating and iodinating enzymes, (3) haloperoxidases, (4) O2-dependent halogenases, (5) cryptic chlorination during cyclopropyl ring construction at unactivated carbons, (6) multiple chlorinations, vinyl halides, and cyclopropanes, (7) other halogenation reactions observed in different classes of enzymes and (8) unifying perspective for oxidative catalysis during biological halogenations.
AB - Halogenated molecules abound in the biosphere. To date, more than 4500 halogenated natural products have been discovered. This paper presents an overview of such molecules. Topics covered are as follows: (1) flourinating enzymes: nonoxidative construction of the C-F bond, (2) oxidative logic in chlorinating, brominating and iodinating enzymes, (3) haloperoxidases, (4) O2-dependent halogenases, (5) cryptic chlorination during cyclopropyl ring construction at unactivated carbons, (6) multiple chlorinations, vinyl halides, and cyclopropanes, (7) other halogenation reactions observed in different classes of enzymes and (8) unifying perspective for oxidative catalysis during biological halogenations.
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U2 - 10.1021/cr050313i
DO - 10.1021/cr050313i
M3 - Article
C2 - 16895332
AN - SCOPUS:33748588122
VL - 106
SP - 3364
EP - 3378
IS - 8
ER -